Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Piarco, Trinidad and Tobago: Econ from $348. – Sep-Nov [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Providenciales, Turks and Caicos Islands: Econ from $377. – Oct-Dec [SOLD OUT]
Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. * This is a “fare…
SFO > George Town, Cayman Islands: Biz from $1,044 Econ from $403. – Jul-Sep [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Montego Bay, Jamaica: Biz from $1,240 Econ from $403. – Dec-Feb [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Oranjestad, Aruba: Econ from $339. – Feb-Apr [SOLD OUT]
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…
SFO > Saint Thomas Island, U.S. Virgin Islands: Econ from $398. – Aug-Oct [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Kingston, Jamaica: Biz from $1,010 Econ from $395. – Feb-Apr [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SJC > San Juan, Puerto Rico: Econ from $298. – Aug-Oct [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Willemstad, Curaçao: Econ from $432. – Aug-Oct (Including Labor Day) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > George Town, Cayman Islands: Econ from $400. – Jul-Sep [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Piarco, Trinidad and Tobago: Econ from $343. – Aug-Oct [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Oranjestad, Aruba: Econ from $362. – Sep-Nov (Including Fall Break) [SOLD OUT]
If you visit Aruba, be sure to visit Flying Fishbone. Best dining experience Michelle and I have ever had. *…
SFO > San Juan, Puerto Rico: Econ from $296. – Jan-Mar [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Willemstad, Curaçao: Econ from $441. – Sep-Nov (Including Fall Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Montego Bay, Jamaica: Biz from $1,199 Econ from $383. – Aug-Oct [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Grenada, Grenada: Econ from $374. – Aug-Oct [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > George Town, Cayman Islands: Econ from $400. – Sep-Nov (Including Fall Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Oranjestad, Aruba: Econ from $339. – Aug-Oct [SOLD OUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
SJC > San Juan, Puerto Rico: Econ from $281. – Sep-Nov (Including Fall Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Willemstad, Curaçao: Econ from $442. – Oct-Dec [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Piarco, Trinidad and Tobago: Econ from $334. – Sep-Nov (Including Fall Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Montego Bay, Jamaica: Biz from $1,194 Econ from $359. – Dec-Feb [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Kralendijk, Caribbean Netherlands: Econ from $590. – May-Jul (Including Summer Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Grenada, Grenada: Econ from $374. – Sep-Nov [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SJC > San Juan, Puerto Rico: Econ from $287. – Jul-Sep [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Oranjestad, Aruba: Biz from $1,214 Econ from $365. – Oct-Dec [SOLD OUT]
If you visit Aruba, be sure to visit Flying Fishbone. Best dining experience Michelle and I have ever had. *…
SFO > Willemstad, Curaçao: Econ from $446. – Sep-Nov (Including Fall Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Montego Bay, Jamaica: Biz from $1,223 Econ from $377. – Nov-Jan [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > George Town, Cayman Islands: Econ from $403. – Apr-Jun [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Piarco, Trinidad and Tobago: Econ from $356. – Sep-Nov (Including Fall Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Kralendijk, Caribbean Netherlands: Econ from $564. – Apr-Jun [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > San Juan, Puerto Rico: Biz from $937 Econ from $298. – Sep-Nov [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Willemstad, Curaçao: Biz from $1,727 Econ from $415. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Oranjestad, Aruba: Econ from $365. – Oct-Dec (Including Thanksgiving) [SOLD OUT]
If you visit Aruba, be sure to visit Flying Fishbone. Best dining experience Michelle and I have ever had. *…
SFO > Montego Bay, Jamaica: Biz from $1,152 Econ from $381. – Sep-Nov [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Christiansted, U.S. Virgin Islands: Econ from $370. – Apr-Jun [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > San Juan, Puerto Rico: Econ from $269. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Piarco, Trinidad and Tobago: Biz from $1,253 Econ from $351. – Jul-Sep [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
SFO > Willemstad, Curaçao: Biz from $1,171 Econ from $455.- Jul-Sep [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…